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Aromatic-ring-hydroxylating dioxygenases
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Aromatic-ring-hydroxylating dioxygenases : ウィキペディア英語版
Aromatic-ring-hydroxylating dioxygenases
Aromatic-ring-hydroxylating dioxygenases (ARHD) incorporate two atoms of dioxygen (O2) into their substrates in the dihydroxylation reaction. The product is (substituted) ''cis''-1,2-dihydroxycyclohexadiene, which is subsequently converted to (substituted) benzene glycol by a ''cis''-diol dehydrogenase.
A large family of multicomponent mononuclear (non-heme) iron oxygenases has been identified. Components of bacterial aromatic-ring dioxygenases constitute two different functional classes: hydroxylase components and electron transfer components. Hydroxylase components are either (αβ)''n'' or (α)''n'' oligomers. Two prosthetic groups, a Rieske-type () center and a mononuclear iron, are associated with the α-subunit in the (αβ)''n''-type enzymes. Electron transfer components are composed of flavoprotein (NADH:ferredoxin oxidoreductase) and Rieske-type () ferredoxin. In benzoate and toluate 1,2-dioxygenase systems, a single protein containing reductase and Rieske-type ferredoxin domains transfers the electrons from NADH to the hydroxylase component. In the phthalate 4,5-dioxygenase system, phthalate dioxygenase reductase (PDR) has the same function. PDR is a single protein comprising FMN-binding reductase and plant-type ferredoxin domains. Thus, the electron transfer in ARHD systems can be summarised as:
==Biochemical classification==
benzene 1,2-dioxygenase
: benzene + NADH + H+ + O2 = ''cis''-cyclohexa-3,5-diene-1,2-diol + NAD+
phthalate 4,5-dioxygenase
: phthalate + NADH + H+ + O2 = ''cis''-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
4-sulfobenzoate 3,4-dioxygenase
: 4-sulfobenzoate + NADH + H+ + O2 = 3,4-dihydroxybenzoate + sulfite + NAD+
4-chlorophenylacetate 3,4-dioxygenase
: 4-chlorophenylacetate + NADH + H+ + O2 = 3,4-dihydroxyphenylacetate + chloride + NAD+
benzoate 1,2-dioxygenase
: benzoate + NADH + H+ + O2 = 1,2-dihydroxycyclohexa-3,5-diene-1-carboxylate + NAD+
toluene dioxygenase
: toluene + NADH + H+ + O2 = (1''S'',2''R'')-3-methylcyclohexa-3,5-diene-1,2-diol + NAD+
naphthalene 1,2-dioxygenase
: naphthalene + NADH + H+ + O2 = (1''R'',2''S'')-1,2-dihydronaphthalene-1,2-diol + NAD+
terephthalate 1,2-dioxygenase
: terephthalate + NADH + H+ + O2 = (1''R'',6''S'')-dihydroxycyclohexa-2,4-diene-1,4-dicarboxylate + NAD+
biphenyl 2,3-dioxygenase
: biphenyl + NADH + H+ + O2 = (1''S'',2''R'')-3-phenylcyclohexa-3,5-diene-1,2-diol + NAD+

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